Two new alkaloidal taxoids from the needles of Taxus canadensis

Qing Wen Shi; Xiao Tang Si; Yong Ming Zhao; Xiao Hui Su; Xing Li; Lolita O. Zamir; Teiko Yamada; Hiromasa Kiyota

doi:10.1271/bbb.70.732

Two new alkaloidal taxoids from the needles of Taxus canadensis

Qing Wen Shi, Xiao Tang Si, Yong Ming Zhao, Xiao Hui Su, Xing Li, Lolita O. Zamir, Teiko Yamada, Hiromasa Kiyota

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

Abstract

Two new taxanes with a dimethylamino group on the C-5 side chain were identified for the first time in the needles of the Canadian yew, Taxus canadensis. Their structures were characterized as 7β,10β,13α- triacetoxy-5α-(3′-dimethylaimno-3′-phenylpropanoyl) -oxy-2α-hydroxy-2(3→20)abeotaxa-4(20),11-dien-9-one (1) and 2α,10β-diacetoxy-9α-hydroxy-5α-(3′-dimethylamino- 3′-phenylpropanoyl)oxy-3,11-cyclotax-4(20)-en-13-one (2).

Original language	English
Pages (from-to)	732-736
Number of pages	5
Journal	Bioscience, Biotechnology and Biochemistry
Volume	70
Issue number	3
DOIs	https://doi.org/10.1271/bbb.70.732
Publication status	Published - 2006
Externally published	Yes

Keywords

2(3→20)abeotaxane
3,11-cyclotaxane
Taxanes
Taxus canadensis Marsh

ASJC Scopus subject areas

Biotechnology
Analytical Chemistry
Biochemistry
Applied Microbiology and Biotechnology
Molecular Biology
Organic Chemistry

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title = "Two new alkaloidal taxoids from the needles of Taxus canadensis",

abstract = "Two new taxanes with a dimethylamino group on the C-5 side chain were identified for the first time in the needles of the Canadian yew, Taxus canadensis. Their structures were characterized as 7β,10β,13α- triacetoxy-5α-(3′-dimethylaimno-3′-phenylpropanoyl) -oxy-2α-hydroxy-2(3→20)abeotaxa-4(20),11-dien-9-one (1) and 2α,10β-diacetoxy-9α-hydroxy-5α-(3′-dimethylamino- 3′-phenylpropanoyl)oxy-3,11-cyclotax-4(20)-en-13-one (2).",

keywords = "2(3→20)abeotaxane, 3,11-cyclotaxane, Taxanes, Taxus canadensis Marsh",

author = "Shi, {Qing Wen} and Si, {Xiao Tang} and Zhao, {Yong Ming} and Su, {Xiao Hui} and Xing Li and Zamir, {Lolita O.} and Teiko Yamada and Hiromasa Kiyota",

note = "Funding Information: This work was financially supported by the Natural Science and Engineering Research Council of Canada and the Canadian Breast Cancer Research Initiative (CBCRI grant, and CBCRI-Idea grant), and by the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry of People{\textquoteright}s Republic of China.",

year = "2006",

doi = "10.1271/bbb.70.732",

language = "English",

volume = "70",

pages = "732--736",

journal = "Bioscience, Biotechnology and Biochemistry",

issn = "0916-8451",

publisher = "Japan Society for Bioscience Biotechnology and Agrochemistry",

number = "3",

}

TY - JOUR

T1 - Two new alkaloidal taxoids from the needles of Taxus canadensis

AU - Shi, Qing Wen

AU - Si, Xiao Tang

AU - Zhao, Yong Ming

AU - Su, Xiao Hui

AU - Li, Xing

AU - Zamir, Lolita O.

AU - Yamada, Teiko

AU - Kiyota, Hiromasa

N1 - Funding Information: This work was financially supported by the Natural Science and Engineering Research Council of Canada and the Canadian Breast Cancer Research Initiative (CBCRI grant, and CBCRI-Idea grant), and by the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry of People’s Republic of China.

PY - 2006

Y1 - 2006

N2 - Two new taxanes with a dimethylamino group on the C-5 side chain were identified for the first time in the needles of the Canadian yew, Taxus canadensis. Their structures were characterized as 7β,10β,13α- triacetoxy-5α-(3′-dimethylaimno-3′-phenylpropanoyl) -oxy-2α-hydroxy-2(3→20)abeotaxa-4(20),11-dien-9-one (1) and 2α,10β-diacetoxy-9α-hydroxy-5α-(3′-dimethylamino- 3′-phenylpropanoyl)oxy-3,11-cyclotax-4(20)-en-13-one (2).

AB - Two new taxanes with a dimethylamino group on the C-5 side chain were identified for the first time in the needles of the Canadian yew, Taxus canadensis. Their structures were characterized as 7β,10β,13α- triacetoxy-5α-(3′-dimethylaimno-3′-phenylpropanoyl) -oxy-2α-hydroxy-2(3→20)abeotaxa-4(20),11-dien-9-one (1) and 2α,10β-diacetoxy-9α-hydroxy-5α-(3′-dimethylamino- 3′-phenylpropanoyl)oxy-3,11-cyclotax-4(20)-en-13-one (2).

KW - 2(3→20)abeotaxane

KW - 3,11-cyclotaxane

KW - Taxanes

KW - Taxus canadensis Marsh

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DO - 10.1271/bbb.70.732

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AN - SCOPUS:33645220067

SN - 0916-8451

VL - 70

SP - 732

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JO - Bioscience, Biotechnology and Biochemistry

JF - Bioscience, Biotechnology and Biochemistry

IS - 3

ER -

Two new alkaloidal taxoids from the needles of Taxus canadensis

Abstract

Keywords

ASJC Scopus subject areas

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